Author
Min-Tong Ge
Bio: Min-Tong Ge is an academic researcher from Zhejiang University of Technology. The author has contributed to research in topics: Alkylation & Chemoselectivity. The author has an hindex of 1, co-authored 2 publications receiving 1 citations.
Topics: Alkylation, Chemoselectivity, Acetonitriles
Papers
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TL;DR: In this paper, a phosphine-free ligand α,α,α-terpyridine showed high catalytic performance in chemodivergent synthesis of α-alkylated arylacetonitriles.
Abstract: [Cp*IrCl2]2 with a phosphine-free ligand α,α,α-terpyridine shows high catalytic performance in chemodivergent synthesis of α-alkylated arylacetonitriles in the presence of K2CO3 and α-alkylated acetamides in the presence of tBuOK, respectively.
2 citations
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TL;DR: An efficient ruthenium-catalyzed method has been developed for the direct N-alkylation of sulfur-containing amines with alcohols, for the first time, by a step-economical and environmentally friendly hydrogen borrowing strategy as discussed by the authors.
Abstract: An efficient ruthenium-catalyzed method has been developed for the direct N-alkylation of sulfur-containing amines with alcohols, for the first time, by a step-economical and environmentally friendly hydrogen borrowing strategy. The present methodology features base-free conditions and broad substrate scope, with water being the only by-product. Moreover, this protocol has been applied to the synthesis of the pharmaceutical drug Quetiapine.
2 citations
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TL;DR: In this article , a simple and selective coupling of nitriles with allylic alcohols catalyzed by a ruthenium pincer complex is described, which tolerates reactive functional groups such as carbamate, sulfonate, olefin, cyano, and trifluoromethyl-substituted benzyl nithriles.
Abstract: Alcohols and nitrile functionalities have widespread applications in biochemical and chemical synthesis. Catalytic transformations involving C–C bond formation relying on unsaturated coupling partners create important pathways for processes in synthetic, material, and medicinal chemistry. The discovery of a simple and selective coupling of nitriles with allylic alcohols catalyzed by a ruthenium pincer complex is described, which tolerates reactive functional groups such as carbamate, sulfonate, olefin, cyano, and trifluoromethyl-substituted benzyl nitriles. Homo allylic alcohols also provided 1,4-addition products following the isomerization of double bonds. Mechanistic studies supported that the allylic alcohols initially undergo selective oxidation by the catalyst to α,β-unsaturated carbonyl compounds followed by 1,4-conjugate addition of benzyl nitriles catalyzed by a base and subsequent catalytic reduction of carbonyl functionality, leading to the formation of δ-hydroxynitrile products. The catalytic cycle of this tandem process is established by density functional theory studies. Remarkably, anipamil drug is successfully synthesized using this catalytic protocol. The utility of the δ-hydroxynitrile products in the synthesis of biologically active molecules and their further functionalization are also demonstrated.
9 citations
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TL;DR: Meerwein-Ponndorf-Verley (MPV)-type reduction between benzonitriles and benzylic alcohols under transition-metal-free conditions has been demonstrated for the first time in this paper .
Abstract: Meerwein-Ponndorf-Verley (MPV)-type reduction between benzonitriles and benzylic alcohols under transition-metal-free conditions has been demonstrated for the first time. Using simple KOt-Bu as the base, various benzonitriles can be efficiently reduced by benzylic alcohols via hydrogen transfer reduction, and the resultant phenyl imine can react further with benzylic alcohols to give amides as the final product in which both the alcohols and the nitriles are incorporated. Preliminary mechanistic investigations indicated that the reaction may go through multiple MPV-type hydrogen transfer processes.
3 citations
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TL;DR: In this paper, a phosphine-free ligand α,α,α-terpyridine showed high catalytic performance in chemodivergent synthesis of α-alkylated arylacetonitriles.
Abstract: [Cp*IrCl2]2 with a phosphine-free ligand α,α,α-terpyridine shows high catalytic performance in chemodivergent synthesis of α-alkylated arylacetonitriles in the presence of K2CO3 and α-alkylated acetamides in the presence of tBuOK, respectively.
2 citations